Direct Transformation of Amides: Reductive Cycloaddition of Secondary Amides with Danishefsky Diene
نویسندگان
چکیده
منابع مشابه
Direct reductive coupling of secondary amides: chemoselective formation of vicinal diamines and vicinal amino alcohols.
We report the first one-pot reductive homocoupling reaction of secondary amides and cross-coupling reaction of secondary amides with ketones to give secondary vicinal diamines and amino alcohols. This method relies on the direct generation of α-amino carbon radicals from secondary amides by activation with trifluoromethanesulfonic anhydride, partial reduction with triethylsilane and samarium di...
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Amides are a class of easily available and highly stable compounds. Secondary amides also serve as powerful directing groups in C H activation. Ketones are also a class of extremely versatile molecules that enable a number of fundamental transformations in organic synthesis. Hence the transformation of amides into ketones is of high relevance in organic synthesis. However, because of the high s...
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The development of a protocol for the reductive functionalization of amides into N-sulfonylformamidines is reported. The one-pot procedure is based on a mild catalytic reduction of tertiary amides into the corresponding enamines by the use of Mo(CO)6 (molybdenum hexacarbonyl) and TMDS (1,1,3,3-tetramethyldisiloxane). The formed enamines were allowed to react with sulfonyl azides to give the tar...
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We report the apparently unprecedented direct reaction of nitric oxide (NO) with amides to generate ions of structure R(C═O)NH-N(O)═NO(-), with examples including R = Me (1a) or 3-pyridyl (1b). The sodium salts of both released NO in pH 7.4 buffer, with 37 °C half-lives of 1-3 min. As NO-releasing drug candidates, diazeniumdiolated amides would have the advantage of generating only 1 equiv of b...
متن کاملDirect Regioselective Synthesis of Tetrazolium Salts by Activation of Secondary Amides under Mild Conditions
Tetrazolium salts are biologically active molecules that have found broad applications in biochemical assays. A regioselective synthesis of tetrazolium salts is described through a formal (3 + 2) cycloaddition. The possibility of employing simple amides and azides as starting material and the mild conditions allow a broad functional group tolerance.
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ژورنال
عنوان ژورنال: Acta Chimica Sinica
سال: 2015
ISSN: 0567-7351
DOI: 10.6023/a15060395